Ether Oxygen Bonded Directly To A Benzene Ring Patents (Class 568/608)
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Patent number: 4967016Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of the compound barium phosphate. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.Type: GrantFiled: January 29, 1990Date of Patent: October 30, 1990Assignee: Shell Oil CompanyInventor: Richard A. Kemp
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Patent number: 4960952Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of one or more lanthanum compounds comprising silicate, metasilicate and mixtures thereof. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.Type: GrantFiled: August 31, 1989Date of Patent: October 2, 1990Assignee: Shell Oil CompanyInventor: Richard A. Kemp
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Patent number: 4946984Abstract: This invention relates to the use of calcium sulfate as a catalyst in the preparation of alkoxylation products, i.e., condensation reaction products of alkylene oxides and organic compounds having at least one active hydrogen, that have beneficial, narrow molecular weight ranges.Type: GrantFiled: September 30, 1988Date of Patent: August 7, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventor: Charles F. Hauser
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Patent number: 4935560Abstract: Novel styryl-tetrahydromaphthalene and indane derivatives useful for treating neoplasms and dermatoses.Type: GrantFiled: January 16, 1990Date of Patent: June 19, 1990Assignee: Hoffmann-La Roche Inc.Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
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Patent number: 4921838Abstract: A method for enhancing angiogenesis and/or blood vascular perfusion in mammals by administering a pharmacologically effective amount of specific angiogenically active non-ionic, anionic, cationic and zwitterionic amphiphilic compounds. An angiogenically effective amount of the angiogenically active compound digitonin is in the range of at least 1.25 microgram to at least 200 microgram of digitonin. The range including enhancement of vascular perfusion is up to 50 mg of digitonin.Type: GrantFiled: June 16, 1987Date of Patent: May 1, 1990Assignees: Trustees of Boston University, Angio-Medical Corp.Inventors: Nicholas Catsimpoolas, Ann L. Griffith, Robert S. Sinn
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Patent number: 4917993Abstract: A silver halide photographic material comprising a support having thereon at least one light-sensitive silver halide emulsion layer and at least one other hydrophilic colloid layer, wherein at least one compound represented by formula (I) is contained in at least one layer of the silver halide photographic material and wherein an organic material selected from the group consisting of a natural or synthetic water-soluble polymer is contained in at least one of the light-sensitive silver halide emulsion layer and the other hydrophilic colloid layer such that at least 10% by weight of the organic material originally present in the layers of the silver halide photographic material is washed out from the layer during development processing:A--X--Y--B (I)wherein A represents an alkyl group, an alkenyl group or an aryl group, which has from 8 to 25 carbon atoms; X represents ##STR1## wherein R represents an alkyl group having from 1 to 10 carbon atoms or --Y--B; Y represents a group consisting of at least one of eacType: GrantFiled: December 19, 1988Date of Patent: April 17, 1990Assignee: Fuji Photo Film Co., Ltd.Inventors: Yasuo Mukunoki, Masakazu Yoneyama, Sumito Yamada
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Patent number: 4918211Abstract: Novel surfactants of the formula: ##STR1## wherein R.sub.1 is alkyl, alkenyl or aralkyl of 4-18 carbon atoms, R.sub.2 is hydrogen or same as R.sub.1, R.sub.3 is hydrogen or methyl, A is alkylene of 2-4 carbon atoms, and n is 1-200. Sulfates, phosphates and sulfosuccinates thereof are also useful as anionic surfactants.Type: GrantFiled: November 10, 1987Date of Patent: April 17, 1990Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Kinya Yokota, Akinobu Ichihara, Hitoshi Shinike
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Patent number: 4902834Abstract: A process is disclosed for the preparation of capped polyoxyalkylene block polyethers with exceptionally low hydroxyl numbers and correspondingly high capping efficiency. This improvement is accomplished through the use of cesium hydroxide catalysis during oxyethylation.Type: GrantFiled: August 30, 1988Date of Patent: February 20, 1990Assignee: BASF CorporationInventors: Jay G. Otten, Roger A. Ott
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Patent number: 4891177Abstract: A water-flood surfactant and the method of making it which comprises the steps of mixing, in a reactor, sodium hydroxide with a sulfonated natural petroleum crude, the sodium hydroxide being in excess of the amount required to convert the sulfonate to phenol and sufficient to convert a portion of the phenol to sodium phenolate; heating the mixture while stirring to about 319.degree. C. for a period of about one hour; passing a current of inert gas through the top of the reactor during the heating step; cooling the mixture to a temperature of approximately 200.degree. C. while continuing to pass an inert gas through the top of the reactor; and passing ethylene oxide gas through the mixture in the reactor while maintaining the temperature in the reactor between 200.degree. C. and 220.degree. C.Type: GrantFiled: May 26, 1987Date of Patent: January 2, 1990Assignee: Mary Rose StrattonInventor: Charles A. Stratton
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Patent number: 4886917Abstract: Narrow, balanced alkoxylation product mixture distributions having at least one alkoxylation product constituting more than 20 weight percent of the mixture can be provided by modified, calcium-containing catalysts. Catalysts for alkoxylation processes can be produced from lime and can, with modification, be used to make the narrow, balanced alkoxylation product mixture distribution.Type: GrantFiled: October 6, 1986Date of Patent: December 12, 1989Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Robert J. Knopf, Louis F. Theiling, Jr.
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Patent number: 4885402Abstract: Process for preparing polyglycerolated nonionic surfactants from (poly)hydroxylated organic compounds, by condensing glycerol monochlorohydrin with the said (poly)hydroxylated compound in the presence of a strong base, at a temperature below 150.degree. C. and in the presence of an aromatic solvent, removing the water formed by distillation as it forms.This process makes it possible to condense a relatively large quantity of glycerol monochlorohydrin in a single step, while limiting the formation of polyglycerols, and to obtain a good quality surfactant which is usable in cosmetic compositions.Type: GrantFiled: June 3, 1988Date of Patent: December 5, 1989Assignee: L'OrealInventor: Henri Sebag
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Patent number: 4877544Abstract: The invention concerns detergent compositions comprising a special type of oxidation resistant nonionic surfactant and an oxidizing agent which may either be a hypochlorite or a peroxygen material. The surfactant component structurally comprises a C.sub.8 -C.sub.12 alkyl substituted phenoxy hydrophobe alkoxylated with ethylene oxide and/or propylene oxide, with the proviso that the ratio of ethylene oxide to propylene oxide is at least 1 but no higher than 10. Methyl or chloroethyl groups are used to endcap the surfactant.Type: GrantFiled: April 14, 1988Date of Patent: October 31, 1989Assignee: Lever Brothers CompanyInventors: Robert Gabriel, Michael P. Aronson, Peter L. Steyn
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Patent number: 4877879Abstract: In an improved process for the preparation of polyether compositions, amine-initiated, alkaline catalyzed polyethers are neutralized with a substantial excess of formic acid that neutralizes the catalyst and stabilizes the resultant composition. This is particularly advantageous where tertiary nitrogen is found in the amine initiator or in the polyether that results.Type: GrantFiled: January 4, 1988Date of Patent: October 31, 1989Assignee: Dow Chemical (Nederland) B.V.Inventor: Michael A. P. Gansow
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Patent number: 4855075Abstract: The invention relates to novel ethoxylates of alkyl and alkenyl catechols and to their use as surface active agents. The novel ethoxylates of alkyl and alkenyl catechols are especially useful as self-sequestering surfactants in detergent compositions.Type: GrantFiled: March 14, 1988Date of Patent: August 8, 1989Assignee: Sandoz Ltd.Inventor: Robert V. Casciani
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Patent number: 4814514Abstract: Novel surfactants of the formula: ##STR1## wherein R.sub.1 is alkyl, alkenyl, alkylaryl or aralkylaryl of 8-30 carbon atoms,A is alkylene of 2-4 carbon atoms,x is 0, or 1-100 andy is 1-200. Sulfates, phosphates and sulfosuccinates thereof are also useful as anionic surfactants.Type: GrantFiled: May 6, 1987Date of Patent: March 21, 1989Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Kinya Yokota, Akinobu Ichihara
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Patent number: 4774017Abstract: A thickening agent comprising polyether derivatives of the general formula: ##STR1## wherein R.sub.1 is a substituted or unsubstituted hydrocarbon radical or an alkylphenol radical having 10 or more carbon atoms, n is 10 to 100, m is 0 to 25, and p is 1 to 3, and wherein R.sub.2 is an alkyl radical having 8 to 30 carbon atoms. These polyether derivatives are prepared by the gradual addition of a long-chain 1,2-epoxy having a chain length of 10 to 32 carbon atoms at temperatures from 100.degree. to 200.degree. C.Type: GrantFiled: April 17, 1986Date of Patent: September 27, 1988Assignee: Akzona IncorporatedInventors: Karl Seibert, Klaus Neumann, Ernst Spiess, Hendrick G. Bruil
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Patent number: 4754075Abstract: Narrow, balanced alkoxylation product mixture distributions having at least one alkoxylation product constituting more than 20 weight percent of the mixture can be provided by modified, calcium-containing catalysts. Catalysts for alkoxylation processes can be produced from lime and can, with modification, be used to make the narrow, balanced alkoxylation product mixture distribution.Type: GrantFiled: October 6, 1986Date of Patent: June 28, 1988Assignee: Union Carbide CorporationInventors: Robert J. Knopf, Louis F. Theiling, Jr.
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Patent number: 4740638Abstract: Novel substituted cis-1,2-dihydroxy-cyclohexa-3,5-diene compounds, useful as intermediates in the production of phenols and catechols for use as intermediates in the production of drugs, herbicides, insecticides and as chiral synthons, in particular cis-1,2-dihydroxy-3-trifluoromethyl-cyclohexa-3,5-diene. A process for producing the novel compounds is also claimed.Type: GrantFiled: June 9, 1987Date of Patent: April 26, 1988Assignee: Imperial Chemical Industries PLCInventors: Stephen C. Taylor, Michael D. Turnbull
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Patent number: 4739040Abstract: A method of producing surfactants from lignin is disclosed by reducing lignin in the presence of a carbon monoxide or hydrogen reducing agent at high temperature and pressure to produce low molecular weight lignin phenols and subjecting the lignin phenols to one or a combination of several reactions such as alkoxylation, alkylation, sulfonation, sulfation, alkoxysulfation, and sulfomethylation. The lignin surfactants so produced can be employed in a surfactant system to recover oil from underground formations.Type: GrantFiled: December 24, 1986Date of Patent: April 19, 1988Assignee: Texaco Inc.Inventors: Douglas G. Naae, Lawrence E. Whittington, Will A. Ledoux, Francis E. Debons
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Patent number: 4727199Abstract: Active-hydrogen compounds, for example, primary and secondary alcohols or diols, are alkoxylated, for example, ethoxylated, using solid anion-bound metal oxide catalysts, such as, zirconium oxysulfate catalyst. Hydrous zicronium oxide is treated with solutions of sulfate phosphate, nitrate or tetrafluoroborate and calcined in air at 300.degree. to 950.degree. C. to produce highly active heterogeneous alkoxylation catalysts. The amorphous catalysts afford narrow molecular weight products. The catalyst can be removed from the product by filtration and reused with no significant loss in activity. Reaction temperatures of 50.degree. to 140.degree. C. are employed for alkoxylation.Type: GrantFiled: July 10, 1985Date of Patent: February 23, 1988Assignee: Union Carbide CorporationInventor: Stephen W. King
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Patent number: 4714785Abstract: Organic haloformate, e.g., chloroformate, compounds are converted to their corresponding halides, e.g., chlorides, by heating the haloformate, e.g., between 90.degree. C. and 150.degree. C., in the presence of a catalytic amount of a carbon catalyst for a time sufficient to convert the haloformate to the corresponding halide.Type: GrantFiled: September 15, 1986Date of Patent: December 22, 1987Assignee: PPG Industries, Inc.Inventor: James A. Manner
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Patent number: 4705887Abstract: Aromatic polyvinylethers and active hydrogen compound reaction products thereof have been found to provide fast heat curable molding compositions when used with various heat activated curing catalysts, for example, diaryliodonium salts in combination with aromatic polyvinylether soluble copper compounds, or dialkylhydroxyarylsulfonium salts in combination with certain organic oxidants.Type: GrantFiled: April 1, 1985Date of Patent: November 10, 1987Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4703114Abstract: Polyethers of the formula: ##STR1## wherein: R is the residue of a starting active hydrogen compound with removal of the active hydrogen atom, R.sub.1 is a C.sub.1 -C.sub.10 alkyl or aryl, R.sub.2 is a C.sub.1 -C.sub.10 alkyl, R.sub.3 is H, CH.sub.3, C.sub.2 H.sub.5 or phenyl, x is 5-100, y is 1-5, and z is 2-8 are less active than those having primary or secondary alcoholic function at terminals.Type: GrantFiled: August 9, 1985Date of Patent: October 27, 1987Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shigeo Mori, Junichiro Matsumoto
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Patent number: 4689435Abstract: Alkylene oxide adducts of organic compounds having an active hydrogen are prepared by a process in which an active hydrogen reactant and an alkylene oxide reactant are reacted in the presence of a catalytically effective amount of one or more bimetallic oxo compounds of the formula (RO).sub.n M--O--M'--O--M(OR).sub.n, wherein each R is (independently) an optionally-substituted organic moiety, M' is a divalent metal selected from the elements of Groups Va, VIa, and VIIa of the Periodic Table, each M is (independently) a trivalent or tetravalent metal, and each n is 2 if the adjacent M is trivalent of 3 if the adjacent M is tetravalent. The products are useful, for instance, as nonionic surfactants in detergent formulations. In certain preferred embodiments, the process yields a product having a very desirable distribution of alkylene oxide adducts.Type: GrantFiled: April 3, 1986Date of Patent: August 25, 1987Assignee: Shell Oil CompanyInventor: Charles L. Edwards
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Patent number: 4680358Abstract: A cationic ring-opening polymerization of a cyclic ether ("CE") in conjunction with an unsaturated alcohol (propagator) having a styryl or substituted styryl group, produces a polyether macromer having the styryl group near one end and a hydroxyl group at the other. The polymerization proceeds by polyaddition of the CE to the OH group which is the propagating species. The CE is an alkylene oxide or an aliphatic or aromatic glycidyl ether; the propagator is a primary or secondary alcohol. The catalyst is a Friedel-Crafts acid, strong protic organic or inorganic acid, oxonium salt, or the like. Plural cyclic ethers may be (a) sequentially polymerized to form macromer block copolyethers, or, (b) polymerized randomly to form macromer copolyether copolymers. The cationically ring-opened macromer formed always contains a trace of a cyclic oligomer of the CE.Type: GrantFiled: November 8, 1985Date of Patent: July 14, 1987Assignee: The B F Goodrich CompanyInventor: Simon H. Yu
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Patent number: 4677232Abstract: Process for the preparation of water-soluble or water-dispersible polyglycerolated nonionic surface-active agents.This process is characterized by the polyaddition of glycerol chlorohydrin and of a strong base, and preferably sodium or potassium hydroxide in an aqueous solution, to a (poly)hydroxylated compound.This process has the advantage of replacing glycidol, which is usually employed, by glycerol chlorohydrin, which is less costly, easier to store than glycidol, and also of avoiding the flash distillation of a flammable volatile solvent.Type: GrantFiled: December 13, 1985Date of Patent: June 30, 1987Assignee: L'OrealInventors: Henri Sebag, Guy Vanlerberghe
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Patent number: 4668829Abstract: Ferroelectric (chiral) smectic liquid crystal compounds having an achiral core and chiral tail units derived from lactic acid possess the desired combination of properties temperature range, ferroelectric polarization, and low orientational viscosity. These newly made compounds exhibit high speed, multistate electro-optic switching properties which make them ideally suited to certain electro-optic and display device applications.Type: GrantFiled: September 17, 1985Date of Patent: May 26, 1987Assignee: University Patents, Inc.Inventor: David M. Walba
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Patent number: 4665236Abstract: Alkylene oxide adducts of organic compounds having an active hydrogen are prepared by a process in which an active hydrogen reactant and an alkylene oxide reactant are reacted in the presence of a catalytically effective amount of one or more bimetallic oxo compounds of the formula (RO).sub.n M--O--M'--O--M(OR).sub.n, wherein each R is (independently) an optionally-substituted organic moiety, M' is a divalent metal selected from the elements of Groups VIII, Ib, IIb, IIIb, and IVb of the Periodic Table, each M is (independently) a trivalent or tetravalent metal, and each n is 2 if the adjacent M is trivalent of 3 if the adjacent M is tetravalent. The products are useful, for instance, as nonionic surfactants in detergent formulations. In certain preferred embodiments, the process yields a product having a very desirable distribution of alkylene oxide adducts.Type: GrantFiled: April 3, 1986Date of Patent: May 12, 1987Assignee: Shell Oil CompanyInventor: Charles L. Edwards
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Patent number: 4665239Abstract: Polyethers having molecular weights of about 1000 to about 75,000 modified with alpha-olefin oxides having about 12 to about 18 carbon atoms exhibit increased thickening efficiency in aqueous systems. About 1 to about 20 percent by weight based upon the weight of the polyether is required, the proportion of alpha-olefin oxide modifier varying inversely with the molecular weight of the polyether. Modified polyethers, processes for the preparation of thickened aqueous systems, and thickened aqueous compositions are disclosed. The modified polyether thickening agents of the invention are particularly useful for thickening water or water-glycol mixtures which are useful as hydraulic fluids.Type: GrantFiled: May 31, 1984Date of Patent: May 12, 1987Assignee: BASF CorporationInventors: Edward J. Panek, Pauls Davis
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Patent number: 4606837Abstract: Water soluble thickeners made by alkoxylating monohydric alcohol hydrophobes are described. The monohydric alcohol should have at least 18 carbon atoms to be properly hydrophobic. In addition, a large proportion of ethylene oxide must be added, such that the molar ratio of ethylene oxide to monohydric alcohol hydrophobe is at least 40:1. Improved results are obtained if 8-15 moles of propylene oxide are added as a block to the single mole of hydrophobe first. The alkoxylations are necessary to provide the desired viscosities and hydrophilic nature. These thickeners are particularly useful in the glycol-water based fluids of this invention.Type: GrantFiled: January 30, 1985Date of Patent: August 19, 1986Assignee: Texaco Inc.Inventors: Edward E. McEntire, Edward C. Y. Nieh, Robert A. Grigsby, Jr., David R. McCoy
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Patent number: 4597906Abstract: Compounds of the formulaA[(Y--O).sub.x --Y--Z].sub.min which A is the radical of an oxaryl-modified (modified with an aryl group containing a hydroxyl group) fatty alcohol, i.e., the radical of an arylated fatty alcohol, or is the radical of an oxaryl-modified (again, modified with an aryl group containing a hydroxyl group) fatty acid or esterification product thereof, i.e., the radical of an arylated fatty acid or esterification product thereof, Y denotes identical or different groups of the formula--CH.sub.2 --CH.sub.2 -- or --CH.sub.2 --CH(CH.sub.3)--,Z denotes identical or different radicals of the formulae --OH, --O--CO--CH.dbd.CH--COOM and --O--CO--CH.sub.2 --CH(SO.sub.3 M)--COOM, in whichM is a cation,x is an integer of from 1 to 150 andm is a number of from 1 to 7,are suitable as interfacially active agents, in particular as dispersing agents, wetting agents, emulsifiers and dyeing auxiliaries.Type: GrantFiled: December 27, 1983Date of Patent: July 1, 1986Assignee: Hoechst AktiengesellschaftInventors: Heinz Uhrig, Klaus Ehl, Reinhold Deubel
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Patent number: 4593142Abstract: Catalysts comprising mixtures of HF and metal alkoxides and mixed metal alkoxides produce a sharply peaked alkoxylation distribution during the alkoxylation of organic materials.Type: GrantFiled: February 21, 1984Date of Patent: June 3, 1986Assignee: Vista Chemical CompanyInventor: Kang Yang
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Patent number: 4587365Abstract: The instant invention relates to a process which comprises modifying a conventional polyoxyalkylene polyol by capping all the hydroxyl groups of the polyol with benzyl, aryl, substituted benzyl, substituted aryl or alkyl groups having 1 to 4 carbon atoms. This process comprises reacting the conventional polyoxyalkylene polyol with an alkali metal methoxide followed by reaction with an alkali metal hydride which in turn is followed by reaction with an organic halide.Type: GrantFiled: October 29, 1984Date of Patent: May 6, 1986Assignee: BASF CorporationInventor: Michael J. Anchor
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Patent number: 4578525Abstract: A process is presented for extracting polar organic compounds, in particular lower aliphatic alcohols, out of their aqueous solutions, which is based on the use of fluids which contain a significant amount of polyoxaalkanols, polyoxaalkanediols and/or polyoxaalkanepolyols. These compounds, by virtue of their high molar masses, their low solubility in water and their good affinity for polar organic compounds, are particularly suitable for use as extractants.Type: GrantFiled: September 26, 1983Date of Patent: March 25, 1986Assignees: Krupp Industrietechnik Werk Buckau-Wolf, Starcosa GmbH, Versuchs- und Lehranstalt fur Spiritusfabrikation und Fermentationstechno logie in BerlinInventor: Harald Bruckner
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Patent number: 4556727Abstract: Ferroelectric (chiral) smectic liquid crystal compounds having an achiral core and chiral tail units derived from lactic acid possess the desired combination of properties temperature range, ferroelectric polarization, and low orientational viscosity. These newly made compounds exhibit high speed, multistate electro-optic switching properties which make them ideally suited to certain electro-optic and display device applications.Type: GrantFiled: July 18, 1984Date of Patent: December 3, 1985Assignee: University Patents, Inc.Inventor: David M. Walba
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Patent number: 4544376Abstract: An abrasive slurry particularly suited for use in drilling or machining boron carbide consists essentially of a suspension of boron carbide and/or silicon carbide grit in a carrier solution consisting essentially of a dilute solution of alkylaryl polyether alcohol in octyl alcohol. The alkylaryl polyether alcohol functions as a wetting agent which improves the capacity of the octyl alcohol for carrying the grit in suspension, yet without substantially increasing the viscosity of the carrier solution.Type: GrantFiled: November 29, 1984Date of Patent: October 1, 1985Assignee: The United States of America as represented by the United States Department of EnergyInventor: Edward L. Duran
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Patent number: 4543430Abstract: Process for the preparation of addition products of epoxides and hydroxylated compounds, characterized by the fact that it comprises the reaction of an epoxide and a hydroxylated compound in the homogeneous liquid phase, in the presence, as catalyst, of a salt of trifluoromethanesulphonic acid.Type: GrantFiled: November 7, 1983Date of Patent: September 24, 1985Assignee: BP Chimie Societe AnonymeInventors: Daniel Falgoux, Danielle Simoulin, Michel Pascal-Mousselard
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Patent number: 4538000Abstract: There are disclosed non-ionic unsaturated chemical compounds having both hydrophilic and lipophilic components.The hydrophilic component comprises at least two ethylene oxide units and the lipophilic component has a molecular weight of 1000 maximum and comprises an entity selected from eugenol, pentaerythritol triallyl ether and trimethylolpropane diallyl ether.The compounds are useful, for example, as emulsion stabilizers.Type: GrantFiled: November 21, 1983Date of Patent: August 27, 1985Assignee: Dulux Australia Ltd.Inventor: Rodney W. Parr
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Patent number: 4521326Abstract: A thickening agent comprising polyether derivatives of the general formula: ##STR1## wherein R.sub.1 is a substituted or unsubstituted hydrocarbon radical or an alkylphenol radical having 10 or more carbon atoms, n is 10 to 100, m is 0 to 25, and p is 1 to 3, and wherein R.sub.2 is an alkyl radical having 8 to 30 carbon atoms. These polyether derivatives are prepared by the gradual addition of a long-chain 1,2-epoxy having a chain length of 10 to 32 carbon atoms at temperatures from 100.degree. to 200.degree. C.Type: GrantFiled: February 28, 1983Date of Patent: June 4, 1985Assignee: Akzona IncorporatedInventors: Karl Seibert, Klaus Neumann, Ernst Spiess, Hendrik G. Bruil
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Patent number: 4518788Abstract: Aromatic polyvinylethers and active hydrogen compound reaction products thereof have been found to provide fast heat curable molding compositions when used with various heat activated curing catalysts, for example, diaryliodonium salts in combination with aromatic polyvinylether soluble copper compounds, or dialkylhydroxyarylsulfonium salts in combination with certain organic oxidants.Type: GrantFiled: January 20, 1983Date of Patent: May 21, 1985Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4504685Abstract: Hydroxyl compounds are oxyalkylated by contacting them with an alkylene oxide, such as ethylene oxide or propylene oxide, in the presence of a perfluorocarbon polymer containing pendant sulfonic acid groups.Type: GrantFiled: August 19, 1980Date of Patent: March 12, 1985Assignee: Varen TechnologyInventor: Ronald J. Vaughan
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Patent number: 4487953Abstract: Compounds of Formula (I) ##STR1## wherein the 9-bromine atom can be in the .alpha.- or .beta.-position,R.sub.1 is CH.sub.2 OH or C(O)OR.sub.2, wherein R.sub.2 is hydrogen, alkyl, cycloalkyl, aryl, or a heterocyclic residue; or R.sub.1 is C(O)NHR.sub.3 wherein R.sub.3 is an acid residue or R.sub.2 ; andA is --CH.sub.2 --CH.sub.2 -- or cis --CH.dbd.CH--;B is --CH.sub.2 --CH.sub.2 --, trans --CH.dbd.CH--, or --C.tbd.C--;W is a free or functionally modified hydroxymethylene group or a free or functionally modified ##STR2## wherein the OH-group can be in the .alpha.- or .beta.-position; D and E together are a direct bond; orD is straight-chain, branched, or cyclic alkylene of 1-10 carbon atoms, optionally substituted by fluorine atoms; andE is oxygen, sulfur, a direct bond --C.tbd.C--, or --CR.sub.6 .dbd.CR.sub.7 --, wherein R.sub.6 and R.sub.7 are different from each other and each is hydrogen, chlorine, or C.sub.1 -C.sub.4 -alkyl;R.sub.4 is a free or functionally modified hydroxy group;R.sub.Type: GrantFiled: December 6, 1982Date of Patent: December 11, 1984Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Raduechel, Norbert Schwarz, Helmut Vorbrueggen, Walter Elger
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Patent number: 4460486Abstract: The process and polyoxyalkylene compound prepared by reacting 4,4'-thiodiphenol with at least one alkylene oxide in the presence of a base catalyst.Type: GrantFiled: November 1, 1982Date of Patent: July 17, 1984Assignee: BASF Wyandotte CorporationInventor: David D. Newkirk
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Patent number: 4456773Abstract: A process for the preparation of polyoxyalkylene ethers of the formulaR.sup.1 O--[C.sub.n H.sub.2n O--].sub.x Min whichR.sup.1 is an alkyl radical with 1 to 4 carbon atoms, an alkylene radical, an aryl radical or an alkaryl radical,M is an alkali cation,n is any number from 2 to 3, andx is a whole number,by the stoichiometric polymerization of alkylene oxides or their mixtures having the general formula C.sub.n H.sub.2n O on alkali alcoholate mixtures, composed of 1 to 20 mole percent of potassium alcoholate and 99 to 80 mole percent of sodium alcoholate. Compared to the use of sodium alcoholate alone, the addition reaction proceeds uniformly at temperatures as low as 80.degree. to 100.degree. C. and the initial delay at the start of the reaction is avoided. Even so, it is possible to keep the isomerization of propylene oxide to allyl alcohol within limits. Products are obtained with a relatively narrow molecular weight distribution and a low double bond content.Type: GrantFiled: September 10, 1982Date of Patent: June 26, 1984Assignee: Th. Goldschmidt AGInventor: Jurgen Fock
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Patent number: 4442042Abstract: An improved process for making propane sulfonates without isolating intermediates is provided comprising using an aqueous NaOH system instead of metallic sodium and recycling a portion of the product phase transfer as catalyst.Type: GrantFiled: April 30, 1981Date of Patent: April 10, 1984Assignee: Mobil Oil CorporationInventor: Kirk D. Schmitt
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Patent number: 4436642Abstract: Nonionic surfactants, for automatic dishwasher detergents, provide enhanced low-foaming and wetting, and compatibility with active chlorine compounds. The surfactants are specific block oxypropylene/oxyethylene adducts of alkylphenols.Type: GrantFiled: February 17, 1982Date of Patent: March 13, 1984Assignee: Union Carbide CorporationInventor: Robert J. Scott
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Patent number: 4430490Abstract: Polyether polyols and their method of preparation are disclosed. The polyether polyols are prepared by reacting polyhydric alcohols with an alkylene oxide in the presence of an alkaline catalyst. The reaction mixture is then treated with a hydroxy-carboxylic acid so as to neutralize the alkaline catalyst and form a clear reaction mixture without otherwise removing the alkaline catalyst. The polyether polyols are useful for the production of polyurethane foams.Type: GrantFiled: August 10, 1982Date of Patent: February 7, 1984Assignee: PPG Industries, Inc.Inventor: Herman P. Doerge
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Patent number: 4430250Abstract: The invention provides surface-active random oligomers of the general formula:R.sub.1 --O--C.sub.2 H.sub.3 (Z)--O].sub.n H (I)in which R.sub.1 denotes a linear or branched, saturated or unsaturated aliphatic hydrocarbon radical or a cyclo-aliphatic, aromatic or alkylaromatic radical containing 1 to 30 carbon atoms, Z denotes a group A and/or at least one group corresponding to the formula (II)R.sub.2 --O--C.sub.2 H.sub.3 (A)--O].sub.m CH.sub.2 -- (II)in which R.sub.2 denotes a hydrocarbon radical having the meaning indicated for R.sub.1 and containing a number of carbon atoms from 8 to 30, n denotes an average statistical value from 1 to 20, m denotes an average statistical value from 0.5 to 10 and A denotes a group of hydrophilic character. These oligomers can be used in cosmetic or pharmaceutical compositions.Type: GrantFiled: July 20, 1981Date of Patent: February 7, 1984Assignee: L'OrealInventors: Henri Sebag, Guy Vanlerberghe
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Patent number: 4409403Abstract: This invention relates to oxyalkylations which take place in the presence of solid acid catalysts. More particularly this invention relates to increasing the selectivity of such processes employing a solid acid catalyst, preferably a polyfluorosulfonic acid catalyst, in which an hydroxylic compound reactant reacts with an alkylene oxide reactant to produce a desired mono-oxyalkylated product which tends to react with the alkylene oxide to produce an undesired second product.Type: GrantFiled: September 28, 1981Date of Patent: October 11, 1983Assignee: Varen TechnologyInventor: Ronald J. Vaughan
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Patent number: RE33307Abstract: Novel substituted cis-1,2-dihydroxy-cyclohexa-3,5-diene compounds, useful as intermediates in the production of phenols and catechols for use as intermediates in the production of drugs, herbicides, insecticides and as chiral synthons, in particular cis-1,2-dihydroxy-3-trifluoromethyl-cyclohexa-3,5-diene. A process for producing the novel compounds is also claimed.Type: GrantFiled: December 30, 1988Date of Patent: August 21, 1990Assignee: Imperial Chemical Industries PLCInventors: Stephen C. Taylor, Michael D. Turnbull